Acriflavine
SIGMA/A8126 - fluorescent label
Synonym: 3,6-
CAS Number: 8048-52-0
Empirical Formula (Hill Notation): C14H14ClN3
Molecular Weight: 259.73
MDL Number: MFCD00064307
Linear Formula: C14H14ClN3
Product Type: Chemical
| εmax | ≥48000 at 459-465 nm in methanol at 0.004 g/L |
| ≥50000 at 259-265 nm in methanol at 0.004 g/L | |
| application(s) | diagnostic assay manufacturing hematology histology |
| form | powder |
| InChI | 1S/C14H13N3.C13H11N3.ClH/ |
| InChI key | PEJLNXHANOHNSU-UHFFFAOYSA |
| mp | 179-181 °C |
| Quality Level | 200 ![]() |
| SMILES string | [Cl-].Nc1ccc2cc3ccc(N)cc3 |
| solubility | H2O: 0.33 g/mL (lit.)(lit.) |
| storage temp. | room temp |
| technique(s) | microbe id | staining: suitable |
| Application: | • Acriflavine has been used in the agglutination test to distinguish between smooth and rough colony formation of Brucella melitensis. • It has been used as an Ago2 (argonaute 2) inhibitor. • It has been used as an inhibitor of HIF-ARNT (hypoxia-inducible factor - aryl hydrocarbon receptor nuclear translocator) complex formation. • It has been used to study the bacteriocin production by Carnobacterium piscicola. |
| Application: | Acriflavine is used to fluorescently label high molecular weight RNA molecules . Excitation and emission wavelengths in various solvents : • Methanol: λex = 424 nm; λem = 518 nm • Ethanol: λex = 426 nm; λem = 524 nm • Propanol: λex = 430 nm; λem = 512 nm • Butanol: λex = 430 nm; λem = 526 nm • Formamide: λex = 434 nm; λem = 524 nm • Glycerol: λex = 432 nm; λem = 540 nm • Water: λex = 416 nm; λem = 514 nm Insoluble in ether, chloroform, and fixed oils. Utilized in fluorescence steady state measurements as a donor molecule (when paired with rhodamine 6G as the acceptor) to function as a pH sensor . |
| Biochem/physiol Actions: | Acriflavine also interacts with HIF-1α (hypoxia-inducible factor 1 α) and HIF-2α, and thereby suppresses dimer formation of HIF-1 and transcriptional function. It also has negative effect on tumor growth and vascularization. Acriflavine also exhibits trypanocidal, antibacterial and antiviral activities. |
| Packaging: | 25, 100 g in glass bottle |
| Symbol | GHS07 |
| Signal word | Warning |
| Hazard statements | H302 - H315 - H319 - H335 |
| Precautionary statements | P301 + P312 + P330 - P302 + P352 - P305 + P351 + P338 |
| Hazard Codes | Xn,N |
| Risk Statements | 22-36/37/38-50 |
| Safety Statements | 26-36/37/39-61 |
| RIDADR | UN 3077 9 / PGIII |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| mp | 179-181 °C |
| Storage Temp. | room temp |
| UNSPSC | 12171500 |


